During the ceremony in the A Day In Court quest, Timothy is standing next to Lord Eddelbrek. If the Warden-Commander initiates a discussion with the latter, Lord Eddelbrek will mention that the situation in the farmlands is dire and urge the Commander to send soldiers to protect them. Timothy intrudes into the discussion, however, and argues that the city's defences are more important than the farms.

Timothy is one of the main conspirators against the Warden-Commander as part of the A Brewing Conspiracy quest. If the Commander chooses to make use of the Dark Wolf's services, then he will be informed that the conspirators are meeting at the Old Stark's Farm. Ser Timothy will also be there and can be killed.